Writing0liviaXXX, Author at NSFW story

My babysitter [f] walked in on me [m] masturbating – part 3

So, I woke up before her with my cock so hard it was almost painful. One of us had kicked the covers off in our sleep, so her naked body was fully exposed. I thought about just jacking off and not bothering her, but my horniness got the best of me.

I thought about just fucking her, but I was sure she was sore and didn’t want to be insensitive, so I decided to wake her up and ask her to give me a blowjob.

I moved my pillow and positioned myself near the head of the bed before turning to the difficult task of waking a college student. My horniness again got the best of me, and I decided that a solid spank ought to do the trick.

Let’s just say she wasn’t entirely happy, but awake she became.

She opened her eyes to my raging boner, and I started to explain, but I couldn’t even get more than 2 or 3 words out before she wrapped her lips around my shaft. Read more »

My babysitter [f] walked in on me [m] masturbating – part 2

Alright, alright, due to popular demand, here is what happened next. Also, Summer is 22, just to clarify.

Well, the first thing she did was rummage through my fridge, grab two beers and ask where the hell the food was. I told her we could order a pizza, and she took me up on that offer. She sat down on the couch next to me and flipped through tv channels like we were old pals, and she didn’t just jerk me off.

I’ll be honest; I didn’t really have any idea what to do. The pizza came, we ate, grabbed a few more beers, and watched some shitty movie. Eventually, I gathered the courage to ask what exactly she wanted from me.

She laughed said she knew what I wanted and not to worry she would give it, she was just letting me recover and getting some dinner out of the deal.

I… I don’t know, I made a sound, I suppose, and she went back to watching the movie. About 10 minutes later, she moved closer to me, and I put my arm around her. She put her hand on my knee, slowly moving it upward. My heart was pounding, and my cock immediately sprung up. Read more »

My babysitter [f] walked in on me [m] masturbating

Look, I’m a 38-year-old single dad; sometimes mistakes happen. I had scheduled my long-time babysitter, Amber, for an evening/night, but one of my daughter’s friends invited her to a sleepover on very short notice. I let her go, but I forgot about Amber, and having a rare time to myself, well, I settled in, pulled up some porn and pulled down my trousers, and went to work.

Well, Amber, who, as I said, has been my go-to babysitter for a long time, has a key. Around 7:00, just after I had started stroking my manhood into a feisty state, the door opened. I didn’t hear it, but I did hear Amber’s shriek of surprise.

I was incredibly embarrassed, stumbling to turn off the loud moans of a brunette getting a railing of her life and simultaneously trying to cover myself. Amber shut the door, and I thought she had run out, but I was wrong. She stayed.

Once I had shut my laptop and hidden my cock behind a pillow, I looked up, finding the 5’3 redhead with a look of satisfaction in catching me. Read more »

Dearest Sir [MF]

Dearest Sir,

I’m writing to keep you company on your trip because I know you’ll miss me. I know that, cooped up in your hotel all alone, you won’t be able to help thinking about me. Thinking about how nicely that gown you bought me hugs the curves of my hips as I walk. And then, you being you, the seam of your pants will tighten, and then you really won’t be able to help yourself. That’s why I’m writing, to… give you a hand- or, well, more than a hand, but you get the idea.

I know you miss me; you miss the taste of my lips and the flirtatious look in my eye. You miss pushing me against the wall of our bedroom, your hands around my waist, your eyes devouring my supple flesh as I look expectantly.

I miss it too, you know, you really know how to get a girl hot and heavy down there. I’ll admit it, just recalling our passionate nights to write this letter has got a wet spot growing on my panties… they might have to come off soon. Read more »